20Jan 2017

SYNTHESIS AND EVALUATE OF SOME NEW 1,2,4-TRIAZOLES TO MODIFY EPOXY RESINS IN THE FIELD OF ANTI-MICROBIAL AND ANTI-CORROSIVE ORGANIC COATING.

  • Assist. Professor, Department of Chemistry, Faculty of Science(Girls), Al-Azhar University, Cairo, Egypt.
Crossref Cited-by Linking logo
  • Abstract
  • Keywords
  • References
  • Cite This Article as
  • Corresponding Author

Some recent amino triazole derivatives mainly 4-amino-5- (trifluoromethyl)-4H-1,2,4-triazole-3-thiol (I) , 4-((4-chlorobenzylidene)amino)-5-(trifluoromethyl)-4H-1,2,4-triazole-3-thiol (?I), 4-((furan-2-ylmethylene)amino)-5-(trifluoromethyl)-4H-1,2,4-triazole-3-thiol (?I?) and Ni [ II ] complex (IV ) were synthesized and their chemical structures were confirmed by spectral data . The synthesized amino triazole compounds (I-IV) were physically incorporated into epoxy coating formula by the ratio of 0.5, 1.0, 2.0 and 3.0% by weight, in order to achieve a proper ratio of amino triazole derivatives to produce a green epoxy formulation for surface coating application. The modified epoxy varnishes were evaluated as anti-corrosion performance of mild steel coated specimens by employing salt spray test, also their antimicrobial activity against six different microbial strains mainly are Gram- positive bacteria: Staphylococcus aureus (ATCC25923) and Bacillus subtilis (ATCC6635), Gram – negative bacteria: Escherichia coli (ATCC 25922) and Salmonella typhimurium (ATCC 14028) and Yeast: Candida albicans (ATCC 10231) and Fungus: Aspergillus fumigates were screened.


  1. Maiorana, B.Subramaniam, R.Centore, X. Han, J. Robert,Linhardt, A. Gross, " Synthesis and Characterization of an Adipic Acid – Derived Epoxy Resin", J. POLYMER SCIENCE, 54 (2016) 2625–2631.
  2. Abd El-Khalik, "Evaluation of Some Chromene Derivatives as Additives in Fire Retardant and Anticorrosive Coating Composition", The International J. Of Science &Technoledge, 4 (2016) 140-147.
  3. A. Sorensen, S.Kiil, K. Dam-Johansen, C.E. Weinell, " Anticorrosive coatings: a review", J. Coat. Technol. Res, 6 (2009) 135-176.
  4. Nakazawa," Mechanism of Adhesion of Epoxy Resin to Steel Surface", J. Nippon Steel Technical Report, 63 (1994) 16-22..
  5. M. Green, H. A. Wittcoff, Organic Chemistry Principles and Industrial Practice; Wiley-VCH: Weinheim; 2003.
  6. L. Haynes, D. M. James," Antimicrobial surfaces and inhibition of microorganism growth thereby", US Pat.;4886505 (1989).
  7. R. Kenawy, S. D. Worley, R. Broughton, "The chemistry and applications of antimicrobial polymers", J. Biomacromolecules, 8 ( 2007 ) 1359–1384 .
  8. L. Knetsch and L. H. Koole,"New Strategies in the Development of Antimicrobial Coatings: The Example of Increasing Usage of Silver and Silver Nanoparticles"; J. Polymers, 3 (2011) 340–366.
  9. Lede?i,V.Bercean,A.Alexa,C.?oica,L.M.?uta, C.DeheleanC.TrandafirescuD.MunteanM. Licker,  A.Fulia?, " Preparation and Antibacterial Properties of Substituted 1,2,4-Triazoles"; J. Chemistry, 2015 (2015) 1-5.
  10. Y. Zhang, B. L. Wang, Y. Z. Zhan, Y. Zhang, X. Zhang, Z. M. Li;" Synthesis and biological activities of some fluorine- and piperazine-containing 1,2,4-triazole thione derivatives"; J. Chinese Chemical Letters, 27 (2016) 163–167.
  11. H. Sumrra and Z. H. Chohan, “Metal based new triazoles: their synthesis, characterization and antibacterial/antifungal activities", J. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 98  (2012)  53–61.
  12. Zoumpoulakis, C. Camoutsis, G. PairasM. Sokovic , J. Glamoclija, C. Potamitis, A. Pitsas , “Synthesis of novel sulfonamide-1,2,4-triazoles, 1,3,4-thiadiazoles and 1,3,4-oxadiazoles, as potential antibacterial and antifungal agents. Biological evaluation and conformational analysis studies”; J.  Bioorganic and Medicinal Chemistry, 20 (2012) 1569–1583.
  13. Maddila, R. Pagadala, S. B. Jonnalagadda, “1,2,4-Triazoles: a review of synthetic approaches and the biological activity”; J.  Letters in Organic Chemistry, 10  (2013) 693–714.
  14. Sharma, S. Ahmad, A. M. Shamsher, “Bioactive Triazoles: a potential review”; J.  Chemical and Pharmaceutical Research, 4  (2012)  5157–5164.
  15. M. Antonijevic, M. B. Petrovic, “Copper corrosion inhibitors. A review”; International J. Electrochemical Science, 3   (2008)   1 – 28.
  16. Kantheti, R. Narayan, K. V. S. N. Raju," Development of moisture cure polyurethane–urea coatings using 1,2,3-triazole core hyper branched polyesters"; J. Coat. Technol. Res,  10 (2013)  609–619.
  17. Frgata, S. Renieri, A. Cristina, A. Elisabete ,"Compatibility and Incompatibility in Anticorrosive Painting -The Particular Case of Maintenance Painting); J. Prog. Org. Coat. 56  (2006)  257-268.
  18. Shah, G.B. Bhagchandani, "Anti Corrosive Rubber Coating"; International J. of Engineering Sciences &Research Technology, 2 (2013)   443-447.
  19. Copal, P. Dwivedi, S. Sundaram,R.Prakash," inhibitive effect of chlorophytumborivilianum root extract on mild steel corrosion in HCl and H2SO4 solutions"; J. Ind. Eng. Chem. Res.  52 (2013)  10673–10681.
  20. C.Kamal, Sethuraman, M.G.Opuntiol ,"An active principle of opuntiaelatior as an eco-friendlyinhibitor of corrosion of mild steel in acid medium"; J. Sustain. Chem. Eng. 2  (2014)  606–613.
  21. Adardour, R. Touir, Y. Ramli, R. A. Belakhmima, M. EbnTouhami,C. KalonjiMubengayi, H. El Kafsaoui, E. M. Essassi , " Comparative inhibition study of mild steel corrosion in hydrochloric acid by new class synthesized quinoxaline derivatives: part I"; J. Res ChemIntermed  39  (2013)  1843–1855.
  22. Tamilselvi, S. Rajeswari "The effect of triazoles and surfactants on the corrosion inhibition of carbon steel in acid solution"; J. Anti-Corrosion Methods and Materials,  50  (2003)  223–231.
  23. Schmidt, G. ,“Applications of inhibitors for acid media”; British Corrosion,  19  (1984)  165-176.
  24. Mernari, L. El Kadi, S. Kertit, “2,5Bis (2-Thienyl)-1,3,4-oxadiazole as corrosion inhibitor of mild steel in acidic media”; J. Bull. Electrochem,  17  (2001)  115-122.
  25. A. Quraishi, J.Rawat, M.Ajmal, “Dithiobiurets: a novel class of acid corrosion inhibitors for mild steel”; J. Appl. Electrochem, 30    (2000) 745-751.
  26. M. Achouri, S. Kertit, M. Salem, E. M.Essassi, M. Jellal, “3-mercapto 1,2,4-triazole derivatives as corrosion inhibitors for iron in hydrochloric acid solution”; J. Bull. Electrochem. 14  (1998)  462-468.
  27. Bentiss, M. Traisnel, M.Lagrenee; “Inhibition of acidic corrosion of mild steel by 3,5-diphenyl-4H-1,2,4-triazole,”; J. Applied Surface Science, 161  (2000)  194–202.
  28. G. Gamal; “Effect of copper cation on corrosion of steel by tolytriazole in acid medium”; J. Chem. Technol., 7 (2000)  300-306.
  29. A. Quraishi, M. Q. Ansari, S. Ahmad, G. Venkatachari; “Influence of some multifunctional triazoles on corrosion of mild steel in boiling hydrochloric acid solutions”;  J.Bull. Electrochem., 14    (1998)    302-305.
  30. Chen , X. F. Wang , S.Wang,Y. X.Feng , F. Chen ,C. L. Yang; " Synthesis, characterization and fungicidal activities of novel fluorinated 3,5-disubstituted-4H-1,2,4-triazol-4-amines"; J. Fluorine Chemistry 135 (2012) 323–329.
  31. G. Heatley; "A method for the assay of penicillin"; J. Biochem.; 38  (1944)   61–65.
  32. K. Singh, O.P. Pandey, S.K. SenguptaSpectrochim ; "Synthesis, spectral characterization and biological activity of zinc(II) complexes with 3-substituted phenyl-4-amino-5-hydrazino-1, 2, 4-triazole Schiff bases"; J. Spectrochimica Acta,  85    (2012)   1– 6.
  33. P. Tyagi, S. Chandra, B.S. Saraswat, D. Yadav, Spectrochim; "Design, spectral characterization, thermal, DFT studies and anticancer cell line activities of Co(II), Ni(II) and Cu(II) complexes of Schiff bases derived from 4-amino-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol"; J. Spectrochimica Acta,   145  (2015)  155–164.
  1. Rakshit,D. Palit, S. K.S. Hazari, S. Rabi, T. G. Roy, F. Olbrich, D. Rehder, "Synthesis, characterization and biomedical activities of molybdenum complexes of tridentate Schiff base ligands. Crystal and molecular structure of [MoO2(L10)(DMSO)] and [MoO2(L11)(DMSO)"; J. Polyhedron  117  (2016)  224–230.
  2. Asadi, M. Asadi, M. R. Shorkaei, " Synthesis, characterization and DFT study of new water-soluble aluminum(III), gallium(III) and indium(III) Schiff base complexes: effect of metal on the binding propensity with bovine serum albumin in water"; J. Iran. Chem. Soc. 13 (2016)  429–442.
  3. Jazestani, H, Chiniforoshan, L, Tabrizi, P. McArdle, B. Notash, "Synthesis, crystal structure of nickel (II) complexes of 4-nitro phenylcyanamide: Comparative in vitro evaluations of biological perspectives"; J. Inorganic Chim. Acta,  450  (2016)   402–410.
  4. Mathew, M. Sithambaresan, M. R. P. Kurup, " Spectral studies of copper (II) complexes of tridentate acylhydrazone ligands with heterocyclic compounds as coligands: X-ray crystal structure of one acylhydrazone copper (II) complex"; J. Spectrochim. Acta, 79  (2011)  1154– 1161.
  5. Haythem , Saadeh, Ibrahim M. Mosleh, Amal G. Al-Bakri, Mohammad S. Mubarak " Synthesis and antimicrobial activity of new 1,2,4-triazole-3-thiol metronidazole derivatives"; J. Monatshefte für Chemie, 141   (2010)   471–478 .
  6. Nurhan G¨UMR¨UKC, ¨UO?GLU, Mevlut SERDAR,  Elif C ?EL?IK, Ali SEV?IM , Neslihan DEM?IRBAS " Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives "; J. Turk . Chem.,   31   (2007) 335 – 348.
  7. Sasidhar,N. Ramanuj, K. V. S. N. Raju," The impact of 1,2,3-triazoles in the design of functional coatings"; J.  RSC Adv.  5   (2015)   3687–3708.

[N. Abd El-Khalik. (2017); SYNTHESIS AND EVALUATE OF SOME NEW 1,2,4-TRIAZOLES TO MODIFY EPOXY RESINS IN THE FIELD OF ANTI-MICROBIAL AND ANTI-CORROSIVE ORGANIC COATING. Int. J. of Adv. Res. 5 (Jan). 66-77] (ISSN 2320-5407). www.journalijar.com


N. Abd El-Khalik.
Assist. Professor, Department of Chemistry, Faculty of Science(Girls), Al-Azhar University, Cairo, Egypt.

DOI:


Article DOI: 10.21474/IJAR01/2721      
DOI URL: http://dx.doi.org/10.21474/IJAR01/2721